Methyl 3,3,3-trifluoro-2,2-dimethylpropanoate

Base Information

• Chemical Name: Methyl 3,3,3-trifluoro-2,2-dimethylpropanoate
• CAS No.: 1188911-72-9
• Molecular Formula: C6H9F3O2
• Molecular Weight: 170
• Hs Code.: 2915907098
• Mol file: 1188911-72-9.mol

Synonyms:methyl 3,3,3-trifluoro-2,2-dimethylpropanoate;Propanoic acid, 3,3,3-trifluoro-2,2-diMethyl-, Methyl ester

Chemical Property of Methyl 3,3,3-trifluoro-2,2-dimethylpropanoate

Chemical Property:

• Boiling Point: 113.8±35.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.153±0.06 g/cm3(Predicted)
• LogP: 1.74790
• Storage Temp.: 2-8°C

Purity/Quality:

96% ^*data from raw suppliers

Methyl3,3,3-Trifluoro-2,2-dimethylpropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 3,3,3-trifluoro-2,2-dimethylpropanoate

There total 2 articles about Methyl 3,3,3-trifluoro-2,2-dimethylpropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

3,3,3-trifluoro-2,2-dimethylpropanoic acid (889940-13-0) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 3,3,3-trifluoro-2,2-dimethylpropanoate (1188911-72-9)

Guidance literature:

In diethyl ether; dichloromethane; at 0 - 20 ℃; for 68h;

DOI:10.1021/jm2009925

Reference yield: 20.0%

3-methoxy-2,2-dimethyl-3-oxopropanoic acid (13051-21-3) → methyl 3,3,3-trifluoro-2,2-dimethylpropanoate (1188911-72-9)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride; at 40 ℃; for 6h; Autoclave; Large scale;

Reference yield:

methyl 3,3,3-trifluoro-2,2-dimethylpropanoate (1188911-72-9) → 2-(4-(4-ethoxy-6-((4-methoxybenzyl)oxy)pyridin-3-yl)-2-fluorophenyl)-N-(5-(1,1,1-trifluoro-2-methylpropan-2-yl)i soxazol-3-yl)acetamide

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - -30 °C

1.2: 10 h / -30 - 25 °C

2.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / methanol; water / 15 h / 0 - 65 °C / pH 7.5

2.2: 2 h / pH 1 / Reflux

3.1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 1 h / 25 °C

With pyridine; n-butyllithium; hydroxylamine hydrochloride; sodium hydrogencarbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In tetrahydrofuran; methanol; water;

upstream raw materials:

3,3,3-trifluoro-2,2-dimethylpropanoic acid

diazomethyl-trimethyl-silane

3-methoxy-2,2-dimethyl-3-oxopropanoic acid

Downstream raw materials:

CEP-32496

5-(1,1,1-trifluoro-2-methylpropan-2-yl)-1,2-oxazol-3-amine

2-(4-(4-ethoxy-6-oxo-1,6-dihydropyridin-3-yl)-2-fluorophenyl)-N-(5-(1,1,1- trifluoro-2-methylpropan-2-yl)isoxazol-3-yl)acetamide

Refernces

• 1、 Rowbottom, Martin W.,Faraoni, Raffaella,Chao, Qi,Campbell, Brian T.,Lai, Andiliy G.,Setti, Eduardo,Ezawa, Maiko,Sprankle, Kelly G.,Abraham, Sunny,Tran, Lan,Struss, Brian,Gibney, Michael,Armstrong, Robert C.,Gunawardane, Ruwanthi N.,Nepomuceno, Ronald R.,Valenta, Ianina,Hua, Helen,Gardner, Michael F.,Cramer, Merryl D.,Gitnick, Dana,Insko, Darren E.,Apuy, Julius L.,Jones-Bolin, Susan,Ghose, Arup K.,Herbertz, Torsten,Ator, Mark A.,Dorsey, Bruce D.,Ruggeri, Bruce,Williams, Michael,Bhagwat, Shripad,James, Joyce,Holladay, Mark W.. "Identification of 1-(3-(6,7-dimethoxyquinazolin-4-yloxy)phenyl)-3-(5-(1,1, 1-trifluoro-2-methylpropan-2-yl)isoxazol-3-yl)urea hydrochloride (CEP-32496), a highly potent and orally efficacious inhibitor of V-RAF murine sarcoma viral oncogene homologue B1 (BRAF) V600E". experimental part. p. 1082 - 1105. Retrieved 2012/04/04.